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It will still be quite warm. So pack for warmer weather. If your touring is like most, you'll be seeing a number of churches, most of them require shoulders and knees to be covered. So longer shorts, capris, or skirts for women is recommended. I also have a scarf that I can wrap over my shoulders when I enter. If you are on a tour then the bus may be colder and a shawl is useful.

You'll probably want a light jacket for the evenings, but no heavy coats.

I prefer closed toe shoes although many swear by sandals. I just have hit my toes on too many cobble stones and hiked through enough ruins that I don't want open toes.

Jane--while I agree with the advice to pack for 7 days (or some other shorter period), not sure whether all that's needed can be fitted into carry-on, particularly if the airline adopts and enforces the proposed reduction in size of carry-ons.

We carry around a week's worth of socks and underwear and do washes as needed, but find that we just can't fit everything we need into a carry-on.

Agree with Diane on closed-toe shoes. Lots of the Italian cities and towns--Rome in particular--are difficult to walk in even with sturdy shoes.

I agree with Jane and we take the same amount of clothes for ten days or six weeks, all over the world. Wash things out at night and have laundry done as needed. We have used wash/dry/fold places in Italy many times.

Hi. Four of us, two mature couples, spent two weeks in early September travelling Florence, south Tuscany and Rome with just carry-ons and under seat backpacks or bags.

Think light, layers, multi-functional and washable. Buy a tiny super lightweight folding hiking umbrella to save weight and as mentioned tissue weight rain jacket and really really good sturdy shoes. If ever in your life you are to pick function over fashion do it with your shoes. Cobblestones and hills can kill your legs and feet if you're not prepared - and you'll see plenty of both. Enjoy

i'd look for a shoulder bag that would hold a good deal, such as socks, pair of shoes, the lightweight rain jacket or poncho, umbrella, cosmetics, electronics, etc. Not to promote, but there are plenty on ebags.com. Check out their diaper bags-no joke. they hold a lot.
Anything that can make your carry on suitcase. You can always move that stuff to another bag or something else while you travel.

Summer in Italy doesn't end until Sept 22, so I don't know why you would necessarily need an umbrella. But even if you did, they are sold everywhere so cheaply, I wouldn't bother packing one.

They'll be a lot of variation in evening temps to the places you are going, so bring something you can wear outdoors all night and still be comfortable. It is one of the great pleasures of that time of year in most of the places you are going to be able to sit outdoors to dine -- but an Italian meal goes on forever, and by the time you are having your dolce or digestivo, the temps will have fallen.

If you like sandals, wear them.

Don't forget to buy sunblock in Italy or at the airport before boarding. Mosquito repellent too (for Venice!)

A soft-sided backpack is perfect for carry-on. Mine is 21x9x14, which is a little bigger than this airline's new non-mandatory criterion. But as long as it's not crammed full it can form-fit to an extent to the overhead bin.